Certain pterins having a hydroxyalkyl side chain at C-6 have been found as glycosidic forms in certain prokaryotes, such as 2-O-(-D-glucopyranosyl)biopterin from various kinds of cyanobacteria, and limipterin from a green sulfur photosynthetic bacterium. Synthetic studies on glycosides of biopterin and related pterins have been made in view of the structural proof as well as for closer examination of their biological activities and functions. The syntheses of these natural pterin glycosides have effectively been achieved, mostly through appropriately protected N2-(N,N-dimethylaminomethylene)-3-[2-(4-nitrophenyl)ethyl]pterin derivatives as glycosyl acceptors, and are reviewed here. (c) 2013 IUBMB Life 65(4):300309, 2013.
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Okayama Univ, Fac Sci, Grad Sch Nat Sci & Technol,Dept Chem, Kita Ku, Tsushima, Okayama 7008530, JapanOkayama Univ, Fac Sci, Grad Sch Nat Sci & Technol,Dept Chem, Kita Ku, Tsushima, Okayama 7008530, Japan
Hanaya, Tadashi
Yamamoto, Hiroshi
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Shujitsu Univ, Sch Pharm, Naka Ku, Nishigawara, Okayama 7038516, JapanOkayama Univ, Fac Sci, Grad Sch Nat Sci & Technol,Dept Chem, Kita Ku, Tsushima, Okayama 7008530, Japan
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Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
Sun, Jiansong
Laval, Stephane
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Univ Paris 11, LabEx LERMIT, ICMMO LCOM G2M, UMR CNRS UPS 8182, F-91405 Orsay, FranceChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
Laval, Stephane
Yu, Biao
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Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China